Einecs 211-027-4 → 2,4-Dihydroxybenzonitrile

HRID 893028

Reaction equation

HRID 893028 reaction equation
C[O:2][C:3]1[CH:10]=[C:9]([O:11]C)[CH:8]=[CH:7][C:4]=1[C:5]#[N:6].[Cl-].[NH+]1C=CC=CC=1>O>[OH:2][C:3]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:4]=1[C:5]#[N:6]

Participants

4

Reactant 2

HCID 69401Einecs 211-027-4HCID 777502,4-Dimethoxybenzonitrile

Product 1

HCID 30175202,4-DihydroxybenzonitrileYield 70.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2,4-dimethoxybenzonitrile (2 g) was mixed with pyridinium chloride (5.67 g) and the reaction mixture was fused at 210° C. for 2 hours. After being left to stand at room temperature overnight, the mixture was diluted with water and extracted into diethyl ether. The ether extracts were washed with water, dried over magnesium sulphate and concentrated to give a pink solid which was washed with petrol and air dried to give 2,4-dihydroxybenzonitrile (1.17 g) (m pt 176°-178° C.).

Workup

  1. waitAfter being left
  2. waitto stand at room temperature overnight
  3. extractionextracted into diethyl ether
  4. washThe ether extracts were washed with water
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated
  7. customto give a pink solid which
  8. washwas washed with petrol and air
  9. customdried

Sources & evidence

ORD record
ord-36be83b118b94df19f3b2a5413ac103c
Source dataset
uspto-grants-1992_06
Patent number
US05120869

Linked notes

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